US5258197A - Reduced calorie triglyceride mixtures - Google Patents
Reduced calorie triglyceride mixtures Download PDFInfo
- Publication number
- US5258197A US5258197A US07/804,140 US80414091A US5258197A US 5258197 A US5258197 A US 5258197A US 80414091 A US80414091 A US 80414091A US 5258197 A US5258197 A US 5258197A
- Authority
- US
- United States
- Prior art keywords
- mixture
- glyceride
- triglycerides
- fat
- weight
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Images
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/30—Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/32—Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds
- A23G1/36—Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds characterised by the fats used
-
- A—HUMAN NECESSITIES
- A21—BAKING; EDIBLE DOUGHS
- A21D—TREATMENT, e.g. PRESERVATION, OF FLOUR OR DOUGH, e.g. BY ADDITION OF MATERIALS; BAKING; BAKERY PRODUCTS; PRESERVATION THEREOF
- A21D2/00—Treatment of flour or dough by adding materials thereto before or during baking
- A21D2/08—Treatment of flour or dough by adding materials thereto before or during baking by adding organic substances
- A21D2/14—Organic oxygen compounds
- A21D2/16—Fatty acid esters
- A21D2/165—Triglycerides
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF
- A23C11/00—Milk substitutes, e.g. coffee whitener compositions
- A23C11/02—Milk substitutes, e.g. coffee whitener compositions containing at least one non-milk component as source of fats or proteins
- A23C11/04—Milk substitutes, e.g. coffee whitener compositions containing at least one non-milk component as source of fats or proteins containing non-milk fats but no non-milk proteins
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23C—DAIRY PRODUCTS, e.g. MILK, BUTTER OR CHEESE; MILK OR CHEESE SUBSTITUTES; MAKING THEREOF
- A23C19/00—Cheese; Cheese preparations; Making thereof
- A23C19/02—Making cheese curd
- A23C19/055—Addition of non-milk fats or non-milk proteins, polyol fatty acid polyesters or mineral oils
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/001—Spread compositions
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/003—Compositions other than spreads
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/015—Reducing calorie content; Reducing fat content, e.g. "halvarines"
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D7/00—Edible oil or fat compositions containing an aqueous phase, e.g. margarines
- A23D7/02—Edible oil or fat compositions containing an aqueous phase, e.g. margarines characterised by the production or working-up
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23D—EDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
- A23D9/00—Other edible oils or fats, e.g. shortenings, cooking oils
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G1/00—Cocoa; Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/30—Cocoa products, e.g. chocolate; Substitutes therefor
- A23G1/32—Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds
- A23G1/36—Cocoa products, e.g. chocolate; Substitutes therefor characterised by the composition containing organic or inorganic compounds characterised by the fats used
- A23G1/38—Cocoa butter substitutes
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G3/00—Sweetmeats; Confectionery; Marzipan; Coated or filled products
- A23G3/34—Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
- A23G3/343—Products for covering, coating, finishing, decorating
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G3/00—Sweetmeats; Confectionery; Marzipan; Coated or filled products
- A23G3/34—Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
- A23G3/346—Finished or semi-finished products in the form of powders, paste or liquids
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G9/00—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor
- A23G9/32—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by the composition containing organic or inorganic compounds
- A23G9/327—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor characterised by the composition containing organic or inorganic compounds characterised by the fatty product used, e.g. fat, fatty acid, fatty alcohol, their esters, lecithin, glycerides
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G9/00—Frozen sweets, e.g. ice confectionery, ice-cream; Mixtures therefor
- A23G9/52—Liquid products; Solid products in the form of powders, flakes or granules for making liquid products ; Finished or semi-finished solid products, frozen granules
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K50/00—Feeding-stuffs specially adapted for particular animals
- A23K50/40—Feeding-stuffs specially adapted for particular animals for carnivorous animals, e.g. cats or dogs
- A23K50/42—Dry feed
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L25/00—Food consisting mainly of nutmeat or seeds; Preparation or treatment thereof
- A23L25/20—Food consisting mainly of nutmeat or seeds; Preparation or treatment thereof consisting of whole seeds or seed fragments
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/115—Fatty acids or derivatives thereof; Fats or oils
- A23L33/12—Fatty acids or derivatives thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L9/00—Puddings; Cream substitutes; Preparation or treatment thereof
- A23L9/20—Cream substitutes
- A23L9/22—Cream substitutes containing non-milk fats but no proteins other than milk proteins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
- C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
- C07C69/30—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with trihydroxylic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/08—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils with fatty acids
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
- C11C3/10—Ester interchange
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G2200/00—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents
- A23G2200/08—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents containing cocoa fat if specifically mentioned or containing products of cocoa fat or containing other fats, e.g. fatty acid, fatty alcohol, their esters, lecithin, paraffins
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S426/00—Food or edible material: processes, compositions, and products
- Y10S426/804—Low calorie, low sodium or hypoallergic
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Inorganic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Mycology (AREA)
- Animal Husbandry (AREA)
- Birds (AREA)
- Zoology (AREA)
- Coloring Foods And Improving Nutritive Qualities (AREA)
- Edible Oils And Fats (AREA)
Abstract
Description
______________________________________ Temperatures Solids (%) ______________________________________ 50° F. 16 to 31 70° F. 11 to 18 92° F. 3.5 maximum ______________________________________
______________________________________ Temperatures Solids (%) ______________________________________ 50° F. 9 to 15 70° F. 5 to 10 92° F. 3.5 maximum ______________________________________
______________________________________ Temperatures Solids (%) ______________________________________ 50° F. at least 25 70° F. at least 20 80° F. 10 to 50 92° F. 5 to 30 100° F. 0 to 15 ______________________________________
______________________________________ Temperatures Solids (%) ______________________________________ 50° F. at least 30 70° F. at least 25 80° F. 15 to 30 92° F. 10 to 20 100° F. 0 to 10 ______________________________________
______________________________________ Temperatures Solids (%) ______________________________________ 50° F. at least 45 70° F. at least 30 80° F. 15 to 25 92° F. 5 to 20 100° F. 0 to 10 ______________________________________
______________________________________ Hydrogenated Canola:Tributyrin Reactant Molar Ratio 1:2 1:2.5 1:3 1:3.5 1:4 1:4.5 1:12 ______________________________________ M.D.P., °C. 35.1 31.8 30.4 28.7 27.5 26.6 22.1 S.F.I. 50° F. 68.8 69.5 66.8 63.6 63.8 63.4 54.3 70° F. 52.3 53.6 39.6 33.1 29.8 24.7 3.8 80° F. 24.0 23.7 8.8 4.7 3.9 2.1 0.0 92° F. 10.0 9.2 4.3 3.2 2.3 1.6 0.0 100° F. 9.2 8.8 4.0 2.6 0.0 0.0 NMR S/L 1.2 1.2 1.3 1.4 1.5 1.4 1.8 ______________________________________
______________________________________ Hydrogenated Canola:Tributyrin Reactant Molar Ratio 1:0.5 1:1 1:2 1:2.5 1:3 1:3.5 1:4 1:4.5 ______________________________________ % LSS/SLS 17.0 39.2 57.2 67.2 69.4 73.2 78.1 80.2 % LLS/LSL 38.5 43.8 34.7 28.8 27.1 24.0 20.5 18.4 % LLL 44.5 17.1 8.1 4.0 3.4 2.7 1.4 1.4 ______________________________________
______________________________________ Hydrogenated Canola:Tripropionin Reactant Molar Ratio 1:2.5 1:3.5 1:12 ______________________________________ M.D.P., °C. 34.4 33.5 27.2 S.F.I. 50° F. 70.6 61.7 54.9 70° F. 66.1 56.5 32.2 80° F. 51.2 35.5 0.8 92° F. 7.3 0.0 0.0 100° F. 4.3 0.0 0.0 NMR S/L 1.2 1.4 2.2 ______________________________________
______________________________________ Hydrogenated Canola:Tributyrin:Tripropionin Reactant Molar Ratio 1:1.25:1.25 1:1.75:1.75 1:6:6 ______________________________________ M.D.P., °C. 32.5 30.0 24.4 S.F.I. 50° F. 67.7 65.0 51.7 70° F. 54.0 44.6 13.8 80° F. 28.1 16.6 0.0 92° F. 4.7 1.4 0.0 100° F. 4.4 2.3 0.0 NMR S/L 1.3 1.5 2.1 ______________________________________
______________________________________ Hydrogenated Canola:Tripropionin:Triacetin Reactant Molar Ratio 1:1.25:1.25 1:2.25:2.25 1:6:6 ______________________________________ M.D.P., °C. 36.8 33.8 31.4 S.F.I. 50° F. 71.4 69.8 54.8 70° F. 69.8 56.0 34.2 80° F. 64.3 1.5 0.0 92° F. 23.0 0.0 0.0 100° F. 0.2 0.0 0.0 NMR S/L 1.3 1.6 2.1 ______________________________________
______________________________________ H-Canola:Triacentin:Tripropionin:Tributyrin Molar Reactant Ratio 1:0.5:1.0:1.0 1:0.7:1.4:1.4 1:2.4:4.8:4.8 ______________________________________ M.D.P., °C. 35.0 31.3 26.8 S.F.I. 50° F. 68.6 67.8 63.3 70° F. 63.2 56.5 36.1 80° F. 42.5 29.6 1.0 92° F. 4.6 0.0 0.0 100° F. 4.6 0.0 0.0 NMR S/L 1.4 1.6 2.1 ______________________________________
______________________________________ Group Test Diet Feeding Regimen ______________________________________ 1 NIH-07 Ad-libitum 2 NIH-07Pair Fed 50% of Gp. 1 3 As Gp. 2 + 7% cornoil Pair Fed 50% of Gp. 1 4 As Gp. 2 + 14% cornoil Pair Fed 50% of Gp. 1 5 As Gp. 2 + 21% cornoil Pair Fed 50% of Gp. 1 ______________________________________
______________________________________ Low Calorie Triglycerides kcal/g ______________________________________ Example 9 Acetyl-stearoyl Glycerides (S/L = 0.9) 3.9 Example 10 Propionyl-stearoyl Glycerides (S/L = 0.9) 3.9 Example 11 Propionyl-stearoyl Glycerides (S/L = 1.3) 4.4 Example 12 Propionyl-stearoyl Glycerides (S/L = 2.0) 4.1 Example 14 Butyryl-stearoyl Glycerides (S/L = 0.9) 4.0 Example 15 Butyryl-stearoyl Glycerides (S/L = 1.2) 4.4 Example 16 Butyryl-stearoyl Glycerides (S/L = 1.9) 4.2 Example 17 Butyryl/propionyl-stearoyl Glycerides 3.1 Example 18 Butyryl/propionyl-stearoyl Glycerides 1.7 Example 19 Acetyl/propionyl-stearoyl Glycerides 4.8 Example 20 1:1 Hydrogenated Canola/Tributyrin 3.6 Example 20 1:2 Hydrogenated Canola/Tributyrin 3.9 Example 20 1:2.5 Hydrogenated Canola/Tributyrin 3.9 Example 20 1:3 Hydrogenated Canola/Tributyrin 3.8 Example 20 1:3.5 Hydrogenated Canola/Tributyrin 3.8 ______________________________________
______________________________________ Dietary Level kcal/g ______________________________________ 5% 4.6.sup.a 10% 6.0.sup.b 15% 5.8.sup.a 21% 4.6%.sup.c ______________________________________ .sup.a Average of results obtained from two feeding studies. .sup.b Average of results obtained from six feeding studies. Rats fed the same diet having a calcium supplement exhibited a calculated caloric availability of 5.0 kcal/gram (an average of three feeding studies). .sup.c Average of results obtained from four feeding studies.
______________________________________ Hydrogenated Rapeseed:Tripropionin Reactant Molar Ratio 1:2.5 1:4 1:12 ______________________________________ M.D.P., °C. 44.6 42.5 39.2 S.F.I. 50° F. 79.3 76.7 68.7 70° F. 74.9 72.0 61.8 80° F. 73.6 68.9 52.8 92° F. 60.4 48.7 24.9 100° F. 38.7 25.0 3.5 NMR S/L 1.2 1.5 1.9 ______________________________________
______________________________________ Hydrogenated Fish Oil:Tripropionin Reactant Molar Ratio 1:2.5 1:4 1:12 ______________________________________ M.D.P., °C. 32.7 31.3 25.9 ______________________________________
______________________________________ Hydrogenated Fish Oil:Tripropionin Reactant Molar Ratio 1:2.5 1:4 1:12 ______________________________________ S.F.I. 50° F. 60.5 55.7 40.6 70° F. 41.8 32.4 13.3 80° F. 22.2 12.3 0.2 92° F. 3.0 0.0 0.0 100° F. 0.3 0.0 0.0 NMR S/L 1.1 1.4 2.0 ______________________________________
______________________________________ Safflower:Hydrogenated Canola:Tripropionin Reactant Molar Ratio 0.33:0.66:2.5 0.33:0.66:12 0.66:0.33:2.5 ______________________________________ S.F.I. 50° F. 24.1 16.0 1.5 70° F. 4.7 0.2 0 80° F. 1.2 0 92° F. 0.6 100° F. ______________________________________
______________________________________ kcal/ Low Calorie Triglycerides g ______________________________________ Ex. 22 Hydrogenated Canola/Tripropionin (S/L = 1.2) 4.7 Ex. 22 Hydrogenated Canola/Tripropionin (S/L = 1.3) 4.3 Ex. 22 Hydrogenated Canola/Tripropionin (S/L = 2.2) 4.7 Ex. 23 H-Canola/Tripropionin/Tributyrin (S/L = 1.3) 4.8 Ex. 23 H-Canola/Tripropionin/Tributyrin (S/L = 1.5) 4.8 Ex. 23 H-Canola/Tripropionin/Tributyrin (S/L = 2.1) 5.6 Ex. 24 H-Canola/Triacetin/Tripropionin (S/L = 1.3) 5.0 Ex. 24 H-Canola/Triacetin/Tripropionin (S/L = 1.6) 5.0 Ex. 24 H-Canola/Triacetin/Tripropionin (S/L = 2.1) 5.4 Ex. 25 S/L 1.4 5.2 H-Canola/Triacetin/Tripropionin/Tributyrin Ex. 25 S/L 1.6 5.3 H-Canola/Triacetin/Tripropionin/Tributyrin Ex. 25 S/L 2.1 5.7 H-Canola/Triacetin/Tripropionin/Tributyrin Ex. 28 1:12 Hydrogenated Canola/Tributyrin (S/L = 1.8) 5.2 Ex. 28 1:25 Hydrogenated Canola/Tributyrin (S/L = 2.0) 6.2 Ex. 31 Safflower/Tributyrin (S/L = 0.9) 6.7 Ex. 31 Safflower/Tributyrin (S/L = 1.1) 6.6 Ex. 31 Safflower/Tributyrin (S/L = 1.5) 6.7 Ex. 32 Safflower/Tripropionin (S/L = 1.2) 6.9 Ex. 32 Safflower/Tripropionin (S/L = 1.3) 6.5 Ex. 32 Safflower/Tripropionin (S/L = 2.0) 6.0 ______________________________________
______________________________________ kcal/ Low Calorie Triglycerides g ______________________________________ Example 20 1:2.5 H-Canola/Tributyrin and Triacetin 3.3 Example 20 1:2.5 H-Canola/Tributyrin and Triacetin 3.9 Example 29 H-Rapeseed/Tripropionin (S/L 1.2) 3.8 Example 29 H-Rapeseed/Tripropionin (S/L 1.5) 4.1 Example 29 H-Rapeseed/Tripropionin (S/L 1.9) 5.7 Example 30 Hydrogenated Fish Oil/Tripropionin (S/L 1.2) 7.0 Example 30 Hydrogenated Fish Oil/Tripropionin (S/L 1.4) 7.4 Example 30 Hydrogenated Fish Oil/Tripropionin (S/L 2.0) 6.6 Example 33 H-Canola/Safflower/Tripropionin (S/L 1.2) 6.8 Example 33 H-Canola/Safflower/Triproprionin (S/L 1.5) 6.3 Example 33 H-Canola/Safflower/Tripropionin (S/L 1.9) 7.0 Example 33 H-Canola/Safflower/Tripropionin (S/L 2.0) 7.3 ______________________________________
______________________________________ H-Canola:Tripropionin:Triacetin Reactant Molar Ratio 1:1:11 1:11:1 ______________________________________ M.D.P., °C. 35.0 17.6 S.F.I. 50° F. 64.4 55.0 70° F. 62.4 32.3 80° F. 58.7 7.4 92° F. 28.5 0.0 100° F. 0.4 0.0 NMR S/L 1.8 1.8 ______________________________________
TABLE I ______________________________________ Reduced Calorie Triglyceride Mixture Properties Method A B C ______________________________________ Fatty acids Proton 54% but. 51% ac. 7% ac. (mole %) NMR 46% st. 13% pro. 57% pro. 36% st. 36% st. Short/Long Proton 1.2 1.8 1.8 Chain Ratio NMR Mettler AOCS Method 87.6° F. 95.0° F. 63.7° F. Drop Point Cc 18-80 Smoke Point AOCS Method 310° F. 260° F. 275° F. Cc 91-48 Flash Point AOCS Method 480° F. 470° F. 470° F. Cc 9a-48 Fire Point AOCS Method 510° F. 495° F. 495° F. Cc 9a-48 Peroxide Value AOCS Method 0.20 0.45 0.77 Cd 8-53 meq/kg meq/kg meq/kg Free Fatty AOCS Method 0.23% 0.78% 0.45% Acids Ca 5a-40 Congeal Point AOCS Method 30.6° C. 33.8° C. 27.7° C. Cc 14-59 Sp. Gravity AOCS Method 0.9097 0.9337 0.9347 @ 60° C. Cc 10-25 Refract Index AOCS Method 1.4396 1.4385 1.4398 @ 60° C. Cc 7-25 Saponification AOCS Method 287 347 337 Value Cd 3-25 AOM Oxidative AOCS Method 295.sup.+ hrs 290.sup.+ hrs 290.sup.+ hrs Stability Cd 12-57 Solid Fat Con- AOCS Method 78.2% 82.1% 68.1% tent @ 50° F. Cd 16-81 Solid Fat Con- AOCS Method 49.3% 78.4% 43.0% tent @ 70° F. CD 16-81 Solid Fat Con- AOCS Method 7.3% 29.9% 3.8% tent @ 92°F. Cd 16-81 Solid Fat Con- AOCS Method 7.8% 4.9% 4.7% tent @ 100° F. Viscosity Haake 32.9 cps 35.1 cps 32.9 cps @ 100° F. Viscometer Viscosity Haake 26.3 cps 19.7 cps 19.7 cps @ 150° F. Viscometer Lovibond Color AOCS Method 8Red/ 20Red/ 16Red/ Cc 13b-45 79Yellow 77Yellow 70Yellow Heat of Fusion DSC 121.6 99.4 86.9 mJ/mg mJ/mg mJ/mg ______________________________________
______________________________________ Mixture SSL/SLS SLL/LSL LLL ______________________________________ Mixture B from 1:1:11 82.8 16.1 1.1 Mixture C from 1:11:1 84.8 14.41 0.8 Mixture D from 1:3:9 87.9 11.6 0.5 Mixture E from 1:6:6 84.4 13.8 1.8 Mixture F from 1:9:3 88.0 11.4 0.7 ______________________________________
______________________________________ grams ______________________________________ To prepare the cookies, mix fine granulated sugar 72.0 brownulated brown sugar 22.5 nonfat dry milk 2.3 salt 2.8 sodium bicarbonate 2.3 and then add control or test shortening 90.0. Add high fructose corn syrup 3.4 then ammonium bicarbonate 1.1 and vanilla extract 0.34 to water calculated* and add the water mixture to the shortening mixture. Add flour calculated* Sheet and cut the dough according to AACC Method 10-22. Bake at 400° F. for 10 minutes in a National reel test bake oven. ______________________________________ *g flour = {(10013% moisture basis)/(100flour moisture %)}*225 g g water = 225 g g flour added + 49.5
weight loss=100 * (dbw-cw)/dbw
______________________________________ sample weight loss moisture ______________________________________ control 12.32 5.65 B 9.27 7.59 C 8.60 8.56 D 10.51 10.60 E 9.34 7.68 F 6.60 9.62 ______________________________________
______________________________________ sample diameter (mm) height (mm) ______________________________________ control 82.65 9.22 B 80.09 15.52 C 70.84 11.76 D 73.40 14.44 E 71.23 13.59 F 71.46 10.17 ______________________________________
______________________________________ sample TOP: L, a, b BOTTOM: L, a, b ______________________________________ control 65.09, 6.11, 33.17 45.46, 14.93, 29.44 B 63.45, 7.03, 31.49 42.78, 16.63, 30.70 C 62.44, 6.75, 30.68 45.41, 15.11, 31.71 D 63.60, 6.10, 30.30 43.10, 15.98, 31.11 E 56.80, 9.29, 30.11 39.76, 15.98, 28.94 F 61.78, 6.54, 31.08 45.66, 15.82, 30.96 ______________________________________
______________________________________ sample stress (kg/mm.sup.2) moduli (kg/mm.sup.2) ______________________________________ control 0.435 8.07 B 0.638 17.17 C 0.293 9.20 D 0.115 3.15 E 0.168 6.31 F 0.154 4.69 ______________________________________
______________________________________ recipe stack height (mm) width (mm) color (L, a, b) ______________________________________ control 1.125 8.1 56.51, 6.99, 27.81 G 1.250 7.0 51.97, 10.84, 29.82 H 1.125 7.5 57.43, 8.23, 30.24 ______________________________________
______________________________________ Ingredient grams ______________________________________ Granulated Sugar 12.8 Brownulated Brown Sugar 4.0 Nonfat Dry Milk 0.4 Salt 0.5 Sodium Bicarbonate 0.4 A Dibutylstearin (35%) and 16.0 Corn Oil (65%) Blend ______________________________________
______________________________________ Water 8.8 High Fructose Corn Syrup 0.6 Ammonium Bicarbonate 0.2 Then Flour 40.0 ______________________________________
______________________________________ Ingredient parts ______________________________________ Water 60.6 Example 37 Triglyceride Mixture B 10.0 Nonfat Dry Milk 10.0 Sugar 10.0 Corn Syrup 6.0 Dricol ™ Texture Enhancer 0.3 Cocoa Light 3.0 Lecithin 0.1 ______________________________________
______________________________________ Ingredient grams ______________________________________ Sugar (6X) 376 with Example 2 Diacetyl Stearin 160 Example 14 Dipropionyl Stearin 24 Example 36 Dihexanyl Stearin 14Lecithin 2 and Vanilla 0.3 ______________________________________
______________________________________ parts ______________________________________ Flour 48.0 High Fructose Corn Syrup 12.0 Sugar (6X) 10.0 Example 24 1:2.5:2.5 Triglyceride Mixture 10.0 Dutched Cocoa 5.0 Corn Syrup (42 D.E.) 3.0 Dextrose 2.0 Frozen Whole Eggs 2.0 Salt 0.3 Sodium Bicarbonate 0.2 Lecithin 0.2 Vanilla 0.2 Ammonium Bicarbonate 0.1 Water 7.0 ______________________________________
______________________________________ parts ______________________________________ Oil Phase Ingredients Example 20 1:2.5 40 Triglyceride MixtureLiquid Corn Oil 40 Lecithin 0.3 Mono- and Di-glycerides 0.21 Margarine Flavor and Color 0.0062 with Aqueous Phase Ingredients Water 16.4 Whey 1.00 Salt 2.00 Sodium Benzoate 0.086 ______________________________________
______________________________________ parts ______________________________________ Oil Phase Ingredients A 65:35 Blend of Corn Oil: 59.58 Example 20 1:1.25 Triglycerides Lecithin 0.20 Distilled Monoglycerides from 0.20 Unhydrogenated Sunflower Oil Beta-carotene and Vitamin 0.005 A Palmitate in Corn Oil Flavor 0.010 with Aqueous Phase Ingredients Water 37.86 Salt 2.00 Potassium Sorbate 0.10 Phosphoric Acid 0.04 ______________________________________
______________________________________ parts ______________________________________ Oil Phase Ingredients A 75:25 Blend of Corn Oil: 39.38 Example 14 Triglycerides Lecithin 0.10 Distilled Monoglycerides from 0.50 Unhydrogenated Sunflower Oil Flavor 0.010 with Aqueous Phase Ingredients Water 57.86 Salt 2.00 Potassium Sorbate 0.10 Calcium Disodium EDTA 0.006 ______________________________________
Claims (13)
Priority Applications (15)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US07/804,140 US5258197A (en) | 1989-09-20 | 1991-12-06 | Reduced calorie triglyceride mixtures |
US07/850,549 US5407695A (en) | 1989-09-20 | 1992-03-13 | Low-palmitic, reduced-trans margarines and shortenings |
US07/893,859 US5240726A (en) | 1991-07-16 | 1992-06-05 | Product and process of making low calorie nuts |
US07/924,724 US5362508A (en) | 1989-09-20 | 1992-08-03 | Process for preparing soft centers in food products |
US07/991,688 US5380538A (en) | 1989-09-20 | 1992-12-16 | Crystal modifiers for diacetin fats |
US07/996,419 US5374440A (en) | 1989-09-20 | 1992-12-23 | Method for controlling cookie geometry |
US08/007,447 US5391383A (en) | 1989-09-20 | 1993-01-22 | Edible spray oil |
US08/012,712 US5434278A (en) | 1989-09-20 | 1993-02-03 | Synthesis of acetoglyceride fats |
US08/026,894 US5380544A (en) | 1989-09-20 | 1993-03-05 | Production of fat mixtures enriched with triglycerides bearing short, medium and long residues |
US08/060,288 US5268192A (en) | 1991-07-16 | 1993-05-11 | Low calorie nut products and process of making |
US08/083,795 US5378490A (en) | 1989-09-20 | 1993-06-28 | Reduced calorie triglyceride mixtures |
US08/175,020 US5456939A (en) | 1989-09-20 | 1993-12-29 | Reduced calorie triglyceride mixtures |
US08/477,009 US5565232A (en) | 1989-09-20 | 1995-06-07 | Reduced calorie triglyceride mixtures |
US08/476,916 US5552174A (en) | 1989-09-20 | 1995-06-07 | Reduced calorie triglyceride mixtures |
US08/555,234 US5662953A (en) | 1989-09-20 | 1995-11-08 | Reduced calorie triglyceride mixtures |
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US41016189A | 1989-09-20 | 1989-09-20 | |
US62405690A | 1990-12-07 | 1990-12-07 | |
US66562991A | 1991-03-06 | 1991-03-06 | |
US73251891A | 1991-07-19 | 1991-07-19 | |
US07/804,140 US5258197A (en) | 1989-09-20 | 1991-12-06 | Reduced calorie triglyceride mixtures |
Related Parent Applications (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US41016189A Continuation-In-Part | 1989-09-20 | 1989-09-20 | |
US62405690A Continuation-In-Part | 1989-09-20 | 1990-12-07 | |
US07/655,629 Continuation-In-Part US5234662A (en) | 1991-02-15 | 1991-02-15 | Low density aluminum lithium alloy |
US66562991A Continuation | 1989-09-20 | 1991-03-06 | |
US73251891A Continuation-In-Part | 1989-09-20 | 1991-07-19 |
Related Child Applications (10)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US07/850,549 Continuation-In-Part US5407695A (en) | 1989-09-20 | 1992-03-13 | Low-palmitic, reduced-trans margarines and shortenings |
US07/893,859 Continuation-In-Part US5240726A (en) | 1991-07-16 | 1992-06-05 | Product and process of making low calorie nuts |
US07/924,724 Continuation-In-Part US5362508A (en) | 1989-09-20 | 1992-08-03 | Process for preparing soft centers in food products |
US07/991,688 Continuation-In-Part US5380538A (en) | 1989-09-20 | 1992-12-16 | Crystal modifiers for diacetin fats |
US07/996,419 Continuation-In-Part US5374440A (en) | 1989-09-20 | 1992-12-23 | Method for controlling cookie geometry |
US08/007,447 Continuation-In-Part US5391383A (en) | 1989-09-20 | 1993-01-22 | Edible spray oil |
US08/012,712 Continuation-In-Part US5434278A (en) | 1989-09-20 | 1993-02-03 | Synthesis of acetoglyceride fats |
US08/026,894 Continuation-In-Part US5380544A (en) | 1989-09-20 | 1993-03-05 | Production of fat mixtures enriched with triglycerides bearing short, medium and long residues |
US08/060,288 Continuation-In-Part US5268192A (en) | 1991-07-16 | 1993-05-11 | Low calorie nut products and process of making |
US08/083,795 Division US5378490A (en) | 1989-09-20 | 1993-06-28 | Reduced calorie triglyceride mixtures |
Publications (1)
Publication Number | Publication Date |
---|---|
US5258197A true US5258197A (en) | 1993-11-02 |
Family
ID=27541503
Family Applications (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US07/804,140 Expired - Lifetime US5258197A (en) | 1989-09-20 | 1991-12-06 | Reduced calorie triglyceride mixtures |
US08/083,795 Expired - Lifetime US5378490A (en) | 1989-09-20 | 1993-06-28 | Reduced calorie triglyceride mixtures |
US08/175,020 Expired - Lifetime US5456939A (en) | 1989-09-20 | 1993-12-29 | Reduced calorie triglyceride mixtures |
US08/476,916 Expired - Lifetime US5552174A (en) | 1989-09-20 | 1995-06-07 | Reduced calorie triglyceride mixtures |
US08/477,009 Expired - Lifetime US5565232A (en) | 1989-09-20 | 1995-06-07 | Reduced calorie triglyceride mixtures |
Family Applications After (4)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US08/083,795 Expired - Lifetime US5378490A (en) | 1989-09-20 | 1993-06-28 | Reduced calorie triglyceride mixtures |
US08/175,020 Expired - Lifetime US5456939A (en) | 1989-09-20 | 1993-12-29 | Reduced calorie triglyceride mixtures |
US08/476,916 Expired - Lifetime US5552174A (en) | 1989-09-20 | 1995-06-07 | Reduced calorie triglyceride mixtures |
US08/477,009 Expired - Lifetime US5565232A (en) | 1989-09-20 | 1995-06-07 | Reduced calorie triglyceride mixtures |
Country Status (1)
Country | Link |
---|---|
US (5) | US5258197A (en) |
Cited By (75)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1994012052A1 (en) * | 1992-12-03 | 1994-06-09 | Nabisco, Inc. | Shortbread having a perceptible cooling sensation |
WO1994012051A1 (en) * | 1992-12-02 | 1994-06-09 | Nabisco, Inc. | Flaky pie shells that maintain strength after filling |
US5362508A (en) * | 1989-09-20 | 1994-11-08 | Nabisco, Inc. | Process for preparing soft centers in food products |
US5380538A (en) * | 1989-09-20 | 1995-01-10 | Nabisco, Inc. | Crystal modifiers for diacetin fats |
US5380544A (en) * | 1989-09-20 | 1995-01-10 | Nabisco, Inc. | Production of fat mixtures enriched with triglycerides bearing short, medium and long residues |
US5411756A (en) * | 1989-09-20 | 1995-05-02 | Nabisco, Inc. | Reduced calorie triglyceride mixtures |
EP0674836A2 (en) * | 1994-03-29 | 1995-10-04 | Fuji Oil Company, Limited | Plastic fats and chocolate |
EP0679337A2 (en) * | 1994-04-25 | 1995-11-02 | Danisco A/S | Cheese coating composition and method for producing protective coatings on cheese |
US5492714A (en) * | 1994-11-08 | 1996-02-20 | The Procter & Gamble Company | Reduced calorie fats which comprise reduced calorie triglycerides containing medium and long chain fatty acids and which exhibit rapid crystallization to beta phase |
US5504231A (en) * | 1994-09-16 | 1996-04-02 | The Procter & Gamble Company | Process for preparing reduced calorie triglycerides which contain short or medium and long chain fatty acids but which contain low levels of difatty ketones |
US5514406A (en) * | 1993-02-23 | 1996-05-07 | Snow Brand Milk Products Co., Ltd. | Oil and fat composition having decreased digestive and absorptive properties |
WO1996018308A1 (en) * | 1994-12-13 | 1996-06-20 | Wm. Wrigley Jr. Company | Improved chewing gum containing salatrim |
US5552174A (en) * | 1989-09-20 | 1996-09-03 | Nabisco, Inc. | Reduced calorie triglyceride mixtures |
US5589217A (en) * | 1995-05-11 | 1996-12-31 | Arco Chemical Technology, L.P. | Reduced calorie fat component |
US5589216A (en) * | 1994-11-08 | 1996-12-31 | The Procter And Gamble Company | Reduced calorie confectionery compositions which contain reduced calorie fats which exhibit rapid transformation to beta phase |
US5599574A (en) * | 1994-09-26 | 1997-02-04 | The Procter & Gamble Company | Process for reducing in-mould times for chocolate confections containing reduced calorie fats |
US5645852A (en) * | 1993-11-10 | 1997-07-08 | Sloan-Kettering Institute For Cancer Research | Butyric ester cyto-differtiating agents |
US5654018A (en) * | 1994-06-24 | 1997-08-05 | Loders Croklaan B.V. | Behenic-rich triglycerides |
US5662953A (en) * | 1989-09-20 | 1997-09-02 | Nabisco, Inc. | Reduced calorie triglyceride mixtures |
US5681608A (en) * | 1993-04-23 | 1997-10-28 | Loders Croklaan B.V. | Nutrient fats having improved digestibility |
US5686490A (en) * | 1992-11-30 | 1997-11-11 | Kao Corporation | Method for breeding infant livestock and feed composition |
WO1998019554A1 (en) * | 1996-11-06 | 1998-05-14 | Unilever N.V. | Triglyceride fat crystallization |
US5798132A (en) * | 1996-06-17 | 1998-08-25 | Recot, Inc. | Process for applying a flavored coating to a food product |
US5849353A (en) * | 1995-09-01 | 1998-12-15 | Hershey Foods Corporation | Process to prevent bloom in chocolate products that contain fat substitutes |
US5885594A (en) * | 1997-03-27 | 1999-03-23 | The Procter & Gamble Company | Oral compositions having enhanced mouth-feel |
US5906856A (en) * | 1995-07-24 | 1999-05-25 | Conagra, Inc. | Process for the preparation of a low-calorie, liquid butter substitute |
US6010737A (en) * | 1996-07-11 | 2000-01-04 | Cpc International Inc. | Nut spread having reduced fat and reduced calories and process for producing the same |
US6278006B1 (en) | 1999-01-19 | 2001-08-21 | Cargill, Incorporated | Transesterified oils |
US6361817B1 (en) | 1999-12-17 | 2002-03-26 | Bestfoods | Low calorie nut butters |
US6517883B1 (en) * | 1997-07-07 | 2003-02-11 | Scotia Holdings Plc | Satiety product |
US20030057599A1 (en) * | 2001-09-25 | 2003-03-27 | Murphy Timothy A. | Triacylglycerol based wax compositions |
US6551640B1 (en) * | 2000-08-15 | 2003-04-22 | General Mills, Inc. | Dough especially for baked goods and method for making |
US20040086621A1 (en) * | 2002-11-06 | 2004-05-06 | Kraft Foods Holdings, Inc. | Reduced calorie fat |
US20040122093A1 (en) * | 2002-12-18 | 2004-06-24 | Neena Gandhi | Antioxidant triacylglycerols and lipid compositions |
WO2004057982A1 (en) * | 2002-12-27 | 2004-07-15 | Ltp Lipid Technologies Provider Ab | Food composition comprising a satiety enhancing amount of triacylglycerol and use in the manufacture of a medicament for the treatment or prevention of obesity |
US20040221503A1 (en) * | 2003-05-08 | 2004-11-11 | Cargill, Incorporated | Wax and wax-based products |
US6900709B2 (en) | 2001-06-25 | 2005-05-31 | Murata Manufacturing Co., Ltd. | Surface acoustic wave device |
US20070087085A1 (en) * | 2005-10-17 | 2007-04-19 | Bunge Oils, Inc. | Protein-containing food product and coating for a food product and method of making same |
US7318374B2 (en) | 2003-01-21 | 2008-01-15 | Victor Guerrero | Wire cloth coffee filtering systems |
US20080113067A1 (en) * | 2005-10-17 | 2008-05-15 | Monoj Sarma | Protein-Containing Food Product and Coating for a Food Product and Method of Making Same |
US20090123634A1 (en) * | 2007-11-08 | 2009-05-14 | Lawrence Paul Klemann | Structured Lipid Compositions And Methods Of Formulation Thereof |
US20090123632A1 (en) * | 2007-11-08 | 2009-05-14 | Klemann Lawrence P | Structured Glycerol Esters Useful As Edible Moisture Barriers |
US20090123635A1 (en) * | 2007-11-08 | 2009-05-14 | Lawrence Paul Klemann | Structured Lipid Compositions |
US20100015280A1 (en) * | 2008-07-21 | 2010-01-21 | Lawrence Paul Klemann | Functional No-Trans Oils With Modulated Omega-6 To Omega-3 Ratio |
WO2010063031A2 (en) | 2008-11-28 | 2010-06-03 | Solazyme, Inc. | Manufacturing of tailored oils in recombinant heterotrophic microorganisms |
CN101965891A (en) * | 2010-10-26 | 2011-02-09 | 华南理工大学 | Low-energy health chocolate and industrial production method thereof |
US20110217426A1 (en) * | 2010-03-04 | 2011-09-08 | Perry Stephen C | Enteric coating composition |
WO2011150411A1 (en) | 2010-05-28 | 2011-12-01 | Solazyme, Inc. | Food compositions comprising tailored oils |
US8070833B2 (en) | 2001-05-11 | 2011-12-06 | Elevance Renewable Sciences, Inc. | Triacyglycerol based candle wax |
US8202329B2 (en) | 2000-03-06 | 2012-06-19 | Elevance Renewable Sciences, Inc. | Triacylglycerol-based alternative to paraffin wax |
WO2012106560A1 (en) | 2011-02-02 | 2012-08-09 | Solazyme, Inc. | Tailored oils produced from recombinant oleaginous microorganisms |
US8344052B2 (en) | 2006-07-12 | 2013-01-01 | Elevance Renewable Sciences, Inc. | Hot melt adhesive compositions comprising metathesized unsaturated polyol ester wax |
US8500826B2 (en) | 2010-03-10 | 2013-08-06 | Elevance Renewable Sciences, Inc. | Lipid-based wax compositions substantially free of fat bloom and methods of making |
US8551551B2 (en) | 2012-01-06 | 2013-10-08 | Perlman Consulting, Llc | Stabilization of omega-3 fatty acids in saturated fat microparticles having low linoleic acid content |
US8551194B2 (en) | 2007-05-30 | 2013-10-08 | Elevance Renewable Sciences, Inc. | Prilled waxes comprising small particles and smooth-sided compression candles made therefrom |
WO2013158938A1 (en) | 2012-04-18 | 2013-10-24 | Solazyme, Inc. | Tailored oils |
US8603197B2 (en) | 2007-02-16 | 2013-12-10 | Elevance Renewable Sciences, Inc. | Wax compositions and methods of preparing wax compositions |
US8641814B2 (en) | 2010-05-12 | 2014-02-04 | Elevance Renewable Sciences, Inc. | Natural oil based marking compositions and their methods of making |
US8652221B2 (en) | 2007-06-15 | 2014-02-18 | Elevance Renewable Sciences, Inc. | Hybrid wax compositions for use in compression molded wax articles such as candles |
US8685118B2 (en) | 2005-01-10 | 2014-04-01 | Elevance Renewable Sciences, Inc. | Candle and candle wax containing metathesis and metathesis-like products |
WO2014120829A1 (en) | 2013-01-29 | 2014-08-07 | Solazyme, Inc. | Variant thioesterases and methods of use |
WO2014176515A2 (en) | 2013-04-26 | 2014-10-30 | Solazyme, Inc. | Low polyunsaturated fatty acid oils and uses thereof |
WO2015051319A2 (en) | 2013-10-04 | 2015-04-09 | Solazyme, Inc. | Tailored oils |
US9139801B2 (en) | 2011-07-10 | 2015-09-22 | Elevance Renewable Sciences, Inc. | Metallic soap compositions for various applications |
WO2015193693A1 (en) * | 2014-06-19 | 2015-12-23 | Team Foods Colombia S.A. | Trans free and low saturated fat cocoa butter alternative |
US9249360B2 (en) | 2010-07-09 | 2016-02-02 | Elevance Renewable Sciences, Inc. | Compositions derived from metathesized natural oils and amines and methods of making |
US9290749B2 (en) | 2013-03-15 | 2016-03-22 | Solazyme, Inc. | Thioesterases and cells for production of tailored oils |
US9458411B2 (en) | 2010-11-23 | 2016-10-04 | Cargill, Incorporated | Lipid-based wax compositions substantially free of fat bloom and methods of making |
WO2016164495A1 (en) | 2015-04-06 | 2016-10-13 | Solazyme, Inc. | Oleaginous microalgae having an lpaat ablation |
US9765368B2 (en) | 2014-07-24 | 2017-09-19 | Terravia Holdings, Inc. | Variant thioesterases and methods of use |
US9783836B2 (en) | 2013-03-15 | 2017-10-10 | Terravia Holdings, Inc. | Thioesterases and cells for production of tailored oils |
US9816079B2 (en) | 2013-01-29 | 2017-11-14 | Terravia Holdings, Inc. | Variant thioesterases and methods of use |
US10125382B2 (en) | 2014-09-18 | 2018-11-13 | Corbion Biotech, Inc. | Acyl-ACP thioesterases and mutants thereof |
US20190373917A1 (en) * | 2018-06-07 | 2019-12-12 | Société des Produits Nestlé S.A. | Methods and compositions for increasing ketone bodies in animals |
CN113853122A (en) * | 2019-05-21 | 2021-12-28 | 雀巢产品有限公司 | Dietary butyrate and uses thereof |
Families Citing this family (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK0779033T3 (en) * | 1995-11-14 | 2001-11-12 | Unilever Nv | Edible grease lubricants |
US5959131A (en) * | 1995-12-07 | 1999-09-28 | Kraft Foods, Inc. | Nutritionally superior fat for food compositions |
US6238926B1 (en) | 1997-09-17 | 2001-05-29 | Cargilll, Incorporated | Partial interesterification of triacylglycerols |
US6149961A (en) * | 1997-11-21 | 2000-11-21 | W. K. Kellogg Institute | Fat substitute formulation and methods for utilizing same |
BR9913554A (en) * | 1998-09-11 | 2001-10-09 | Cultor Food Science Inc | Composition of plastic fat with reduced calorie |
US20030072864A1 (en) * | 2001-10-01 | 2003-04-17 | Sekula Bernard Charles | Low calorie oils which develop characteristic flavor notes during frying |
US7461587B2 (en) * | 2004-01-21 | 2008-12-09 | Victor Guerrero | Beverage container with wire cloth filter |
EP1776017A2 (en) * | 2004-07-13 | 2007-04-25 | Rutgers, The State University Of New Jersey | Omega fatty acid fortified food products and methods for preparing same |
ITFI20050024A1 (en) * | 2005-02-14 | 2006-08-15 | Fernando Cantini | LIPIDS FOR ANIMAL FEEDING |
US20100015295A1 (en) * | 2008-07-21 | 2010-01-21 | Haas Olav M | Method of preventing staling in baked goods |
US9445975B2 (en) * | 2008-10-03 | 2016-09-20 | Access Business Group International, Llc | Composition and method for preparing stable unilamellar liposomal suspension |
WO2010049142A1 (en) * | 2008-10-29 | 2010-05-06 | Lipid4Life Gmbh | Nutrition composition containing omega-3 fatty acids and mcts |
WO2010052847A1 (en) | 2008-11-06 | 2010-05-14 | 日清オイリオグループ株式会社 | Concentrated liquid diet |
US20110077300A1 (en) * | 2009-03-26 | 2011-03-31 | Jianping Ye | Metabolic Benefits to Butyrate as a Chronic Diet Supplement |
BE1021434B1 (en) | 2013-11-20 | 2015-11-20 | Proviron Holding | FEED FEED WITH A COMBINATION OF MONOGLYCERIDES. |
Citations (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2614937A (en) * | 1949-05-28 | 1952-10-21 | Procter & Gamble | Plastic shortenings and process of producing same |
US2615160A (en) * | 1949-05-28 | 1952-10-21 | Procter & Gamble | Mixed triglycerides |
US2615159A (en) * | 1949-05-28 | 1952-10-21 | Procter & Gamble | Waxy triglycerides |
US3192057A (en) * | 1961-10-06 | 1965-06-29 | American Cyanamid Co | Antibacterial coating compositions |
US3388085A (en) * | 1965-08-10 | 1968-06-11 | Witco Chemical Corp | Food coating compositions comprising ethylene-vinyl acetate copolymer and acetylated monoglyceride |
US4272548A (en) * | 1979-02-16 | 1981-06-09 | Gatzen Carl Jacob | Process for the lowering of increased levels of cholesterol and neutral fat in the blood of humans |
US4364868A (en) * | 1980-02-07 | 1982-12-21 | Lever Brothers Company | Cocoabutter replacement fat compositions |
US4390561A (en) * | 1981-11-04 | 1983-06-28 | The Procter & Gamble Company | Margarine oil product |
US4447462A (en) * | 1981-11-04 | 1984-05-08 | The Procter & Gamble Company | Structural fat and method for making same |
US4479976A (en) * | 1981-09-09 | 1984-10-30 | Lever Brothers Company | Hardened butterfat in margarine fat blends |
US4486457A (en) * | 1982-03-12 | 1984-12-04 | Lever Brothers Company | Margarine fat blend, and a process for producing said fat blend |
US4504503A (en) * | 1981-09-09 | 1985-03-12 | Lever Brothers Company | Fractionation of butterfat using a liquefied gas or a gas in the supercritical state |
US4832975A (en) * | 1987-09-29 | 1989-05-23 | The Procter & Gamble Company | Tailored triglycerides having improved autoignition characteristics |
US4839192A (en) * | 1985-12-07 | 1989-06-13 | Fuji Oil Company, Limited | Hard butter composition containing triglycerides, and process for production thereof |
US4865866A (en) * | 1986-02-05 | 1989-09-12 | Lever Brothers Company | Plastic emulsion food product with a hardstock fat |
US4873109A (en) * | 1985-03-25 | 1989-10-10 | Kao Corporation | Cacao buttern substitute composition |
US4883684A (en) * | 1988-07-01 | 1989-11-28 | The Procter & Gamble Company | Functional hardstock fat composition |
JPH02158695A (en) * | 1988-12-10 | 1990-06-19 | Fuji Oil Co Ltd | Oil and fat for food and food containing the same |
EP0322027B1 (en) * | 1987-12-15 | 1993-05-19 | The Procter & Gamble Company | Reduced calorie fats made from triglycerides containing medium and long chain fatty acids |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB816343A (en) * | 1955-04-07 | 1959-07-08 | Hedley Thomas & Co Ltd | Mixed triglyceride composition |
US2879281A (en) * | 1955-06-29 | 1959-03-24 | Eastman Kodak Co | Trans esterification of triglycerides by means of plural metal catalyst |
JPS6419042A (en) * | 1987-07-14 | 1989-01-23 | Nisshin Oil Mills Ltd | Production of fat and oil |
US5258197A (en) * | 1989-09-20 | 1993-11-02 | Nabisco, Inc. | Reduced calorie triglyceride mixtures |
US5407695A (en) * | 1989-09-20 | 1995-04-18 | Nabisco, Inc. | Low-palmitic, reduced-trans margarines and shortenings |
-
1991
- 1991-12-06 US US07/804,140 patent/US5258197A/en not_active Expired - Lifetime
-
1993
- 1993-06-28 US US08/083,795 patent/US5378490A/en not_active Expired - Lifetime
- 1993-12-29 US US08/175,020 patent/US5456939A/en not_active Expired - Lifetime
-
1995
- 1995-06-07 US US08/476,916 patent/US5552174A/en not_active Expired - Lifetime
- 1995-06-07 US US08/477,009 patent/US5565232A/en not_active Expired - Lifetime
Patent Citations (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2615160A (en) * | 1949-05-28 | 1952-10-21 | Procter & Gamble | Mixed triglycerides |
US2615159A (en) * | 1949-05-28 | 1952-10-21 | Procter & Gamble | Waxy triglycerides |
US2614937A (en) * | 1949-05-28 | 1952-10-21 | Procter & Gamble | Plastic shortenings and process of producing same |
US3192057A (en) * | 1961-10-06 | 1965-06-29 | American Cyanamid Co | Antibacterial coating compositions |
US3388085A (en) * | 1965-08-10 | 1968-06-11 | Witco Chemical Corp | Food coating compositions comprising ethylene-vinyl acetate copolymer and acetylated monoglyceride |
US4272548A (en) * | 1979-02-16 | 1981-06-09 | Gatzen Carl Jacob | Process for the lowering of increased levels of cholesterol and neutral fat in the blood of humans |
US4364868A (en) * | 1980-02-07 | 1982-12-21 | Lever Brothers Company | Cocoabutter replacement fat compositions |
US4479976A (en) * | 1981-09-09 | 1984-10-30 | Lever Brothers Company | Hardened butterfat in margarine fat blends |
US4504503A (en) * | 1981-09-09 | 1985-03-12 | Lever Brothers Company | Fractionation of butterfat using a liquefied gas or a gas in the supercritical state |
US4447462A (en) * | 1981-11-04 | 1984-05-08 | The Procter & Gamble Company | Structural fat and method for making same |
US4390561A (en) * | 1981-11-04 | 1983-06-28 | The Procter & Gamble Company | Margarine oil product |
US4486457A (en) * | 1982-03-12 | 1984-12-04 | Lever Brothers Company | Margarine fat blend, and a process for producing said fat blend |
US4873109A (en) * | 1985-03-25 | 1989-10-10 | Kao Corporation | Cacao buttern substitute composition |
US4839192A (en) * | 1985-12-07 | 1989-06-13 | Fuji Oil Company, Limited | Hard butter composition containing triglycerides, and process for production thereof |
US4865866A (en) * | 1986-02-05 | 1989-09-12 | Lever Brothers Company | Plastic emulsion food product with a hardstock fat |
US4832975A (en) * | 1987-09-29 | 1989-05-23 | The Procter & Gamble Company | Tailored triglycerides having improved autoignition characteristics |
EP0322027B1 (en) * | 1987-12-15 | 1993-05-19 | The Procter & Gamble Company | Reduced calorie fats made from triglycerides containing medium and long chain fatty acids |
US4883684A (en) * | 1988-07-01 | 1989-11-28 | The Procter & Gamble Company | Functional hardstock fat composition |
JPH02158695A (en) * | 1988-12-10 | 1990-06-19 | Fuji Oil Co Ltd | Oil and fat for food and food containing the same |
Non-Patent Citations (39)
Title |
---|
Akoh, C.C. and Swanson, B.G., J. Amer. Oil Chem. Soc. 66: 1581-1587 (1989). * |
Ambrose, A.M. and Robbins, D.J., J. Nutr. 58: 113-124 (1956). * |
Babyan, V.K., Beare-Rodgers, J.,Ed., Dietary Fat Requirements in Health and Development, A.O.C.S. 1988, Chapter 5, pages 73-86. * |
Bailey s Industrial Oil and Fat Products, 4th Ed., J. Wiley, New York, 1979, Vol.1, pages 16 to 17. * |
Baur, F. J., J. Amer. Oil Chem. Soc. 31: 147-151 (1954). * |
Carroll, K. K., J. Nutr. 64: 399-410 (1957) at 408 * |
Clement, G., et al., Biochem. Biophys. Res. Commun., 8: 238-242 (1962). * |
Coleman, R. D. et al., J. Amer. Oil Chem. Soc., 40: 737-742 (1963). * |
Cummings, J. H., Gut 22: 763-779 (1981). * |
Desnuelle, P. and Savary, P., J. Lipid Res., 4: 369-384 (1963). * |
Deuel, H. J., The Lipids, Vol. II, Interscience Publishers, 1955, pages 218-220. * |
Eckstein, J. Biol. Chem. 81: 613-628 (1929) at 622. * |
Feuge, "Acetoglycerides-New Fat Products of Potential Value to the Food Industry" Food Technology Jun. 1955, pp. 314-318. |
Feuge, Acetoglycerides New Fat Products of Potental Value to the Food Industry Food Technology Jun. 1955, pp. 314-318. * |
Hashim, S. A. and Babayan, V. K., Am. J. Clin. Nutr. 31: S273-276 (1978). * |
Holt, L. E. et al., J. Ped. 6: 427-480 (1935) Table VIII, page 445, and Conclusions, number 4, page 477. * |
Jackson, F. L. and Lutton, E. S., J. Amer. Chem. Soc. 74: 4827-4829 (1952). * |
Jackson, F. L. et al., J. Amer. Chem. Soc. 73: 4280-4284 (1951). * |
Kaunitz, et al., J. Amer. Oil Chem. Soc. 35: 10-13 (1957). * |
Leesebol, Sugar Confectionery and Chocolate Manufacture 1973, pp. 124-125. * |
Lovegren, N. V., and Gray, M. S., J. Amer. Oil Chem. Soc. 55: 310-316 (1978). * |
Mattson F., et al., J. Nutr. 109: 1682-1687 (1979). * |
Mattson, F. H., et al., J. Nutr. 59: 277-285 (1956). * |
Mattson, F. H., J. Nutr. 69: 338-342 (1959). * |
McAtee, J. W. et al., Life Sci. 7: 769-775 (1968). * |
Mead, J., et al., Lipids, Plenum, New York, 1986, page 459. * |
Mensink, R. P. and Katan, M. B., New Eng. Jour Med., 323: 439-445 (1990). * |
Ozaki, J., Biochem. Z. 177: 156-167 (1926), Full German text and translation of pages 156 to 163. * |
Patton 1976 Biomedical Aspects of Lactation Pergamon Press New York pp. 78-83. |
Patton 1976 Biomedical Aspects of Lactation Pergamon Press New York. pp.78-83. * |
Ravin, H. A. and Seligman, A. M., Arch. Biochem. Biophys. 42: 337-354 (1953) at 353. * |
Schonheyder, F. and Volqvartz, K., Enzymologia 11: 178-185 (1943). * |
Snyderman, S. E., et al., Arch. Dis. Childhood 30: 83-84 (1955). * |
Sobotka, H. and Glick, D., J. Biol. Chem. 105: 199-219 (1934). * |
Tomarelli, et al., J. Nutr. 95: 583-590 (1968). * |
U.S. Department of Health, Education and Welfare, Guide for the Care and Use of Laboratory Animals, National Institute of Health Bulletin No. 78.23. * |
Wang, C.S., et al., J. Biol. Chem. 258: 9197-9202 (1983). * |
Weinstein, S.S. and Wynne, A. M., J. Biol. Chem. 112: 641-649 (1936). * |
Wills, E.D., in Desnuelle, P. Ed., The Enzymes of Lipid Metabolism, Pergamon Press, N.Y., 1961, pages 13 to 19. * |
Cited By (128)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5411756A (en) * | 1989-09-20 | 1995-05-02 | Nabisco, Inc. | Reduced calorie triglyceride mixtures |
US5552174A (en) * | 1989-09-20 | 1996-09-03 | Nabisco, Inc. | Reduced calorie triglyceride mixtures |
US5362508A (en) * | 1989-09-20 | 1994-11-08 | Nabisco, Inc. | Process for preparing soft centers in food products |
US5380538A (en) * | 1989-09-20 | 1995-01-10 | Nabisco, Inc. | Crystal modifiers for diacetin fats |
US5380544A (en) * | 1989-09-20 | 1995-01-10 | Nabisco, Inc. | Production of fat mixtures enriched with triglycerides bearing short, medium and long residues |
US5565232A (en) * | 1989-09-20 | 1996-10-15 | Nabisco, Inc. | Reduced calorie triglyceride mixtures |
US5662953A (en) * | 1989-09-20 | 1997-09-02 | Nabisco, Inc. | Reduced calorie triglyceride mixtures |
US5686490A (en) * | 1992-11-30 | 1997-11-11 | Kao Corporation | Method for breeding infant livestock and feed composition |
WO1994012051A1 (en) * | 1992-12-02 | 1994-06-09 | Nabisco, Inc. | Flaky pie shells that maintain strength after filling |
US5382440A (en) * | 1992-12-02 | 1995-01-17 | Nabisco, Inc. | Flaky pie shells that maintain strength after filling |
WO1994012052A1 (en) * | 1992-12-03 | 1994-06-09 | Nabisco, Inc. | Shortbread having a perceptible cooling sensation |
US5514406A (en) * | 1993-02-23 | 1996-05-07 | Snow Brand Milk Products Co., Ltd. | Oil and fat composition having decreased digestive and absorptive properties |
US5681608A (en) * | 1993-04-23 | 1997-10-28 | Loders Croklaan B.V. | Nutrient fats having improved digestibility |
US5645852A (en) * | 1993-11-10 | 1997-07-08 | Sloan-Kettering Institute For Cancer Research | Butyric ester cyto-differtiating agents |
US5529803A (en) * | 1994-03-29 | 1996-06-25 | Fuji Oil Company, Limited | Plastic fats and chocolate |
EP0674836A2 (en) * | 1994-03-29 | 1995-10-04 | Fuji Oil Company, Limited | Plastic fats and chocolate |
EP0674836A3 (en) * | 1994-03-29 | 1996-10-16 | Fuji Oil Co Ltd | Plastic fats and chocolate. |
EP0679337A3 (en) * | 1994-04-25 | 1997-05-07 | Danisco | Cheese coating composition and method for producing protective coatings on cheese. |
EP0679337A2 (en) * | 1994-04-25 | 1995-11-02 | Danisco A/S | Cheese coating composition and method for producing protective coatings on cheese |
US5654018A (en) * | 1994-06-24 | 1997-08-05 | Loders Croklaan B.V. | Behenic-rich triglycerides |
US5504231A (en) * | 1994-09-16 | 1996-04-02 | The Procter & Gamble Company | Process for preparing reduced calorie triglycerides which contain short or medium and long chain fatty acids but which contain low levels of difatty ketones |
US5599574A (en) * | 1994-09-26 | 1997-02-04 | The Procter & Gamble Company | Process for reducing in-mould times for chocolate confections containing reduced calorie fats |
US5589216A (en) * | 1994-11-08 | 1996-12-31 | The Procter And Gamble Company | Reduced calorie confectionery compositions which contain reduced calorie fats which exhibit rapid transformation to beta phase |
US5492714A (en) * | 1994-11-08 | 1996-02-20 | The Procter & Gamble Company | Reduced calorie fats which comprise reduced calorie triglycerides containing medium and long chain fatty acids and which exhibit rapid crystallization to beta phase |
WO1996018308A1 (en) * | 1994-12-13 | 1996-06-20 | Wm. Wrigley Jr. Company | Improved chewing gum containing salatrim |
AU702243B2 (en) * | 1994-12-13 | 1999-02-18 | Wm. Wrigley Jr. Company | Improved chewing gum containing salatrim |
US20040170720A1 (en) * | 1994-12-13 | 2004-09-02 | Yatka Robert J. | Chewing gum containing salatrim |
WO1996018309A1 (en) * | 1994-12-13 | 1996-06-20 | Wm. Wrigley Jr. Company | Improved chewing gum containing salatrim |
US5589217A (en) * | 1995-05-11 | 1996-12-31 | Arco Chemical Technology, L.P. | Reduced calorie fat component |
US5906856A (en) * | 1995-07-24 | 1999-05-25 | Conagra, Inc. | Process for the preparation of a low-calorie, liquid butter substitute |
US5849353A (en) * | 1995-09-01 | 1998-12-15 | Hershey Foods Corporation | Process to prevent bloom in chocolate products that contain fat substitutes |
US5798132A (en) * | 1996-06-17 | 1998-08-25 | Recot, Inc. | Process for applying a flavored coating to a food product |
US6010737A (en) * | 1996-07-11 | 2000-01-04 | Cpc International Inc. | Nut spread having reduced fat and reduced calories and process for producing the same |
EP0846421A1 (en) * | 1996-11-06 | 1998-06-10 | Unilever N.V. | Triglyceride fat crystallization |
US5888575A (en) * | 1996-11-06 | 1999-03-30 | Lipton, Division Of Conopco, Inc. | Triglyceride fat crystallization |
WO1998019554A1 (en) * | 1996-11-06 | 1998-05-14 | Unilever N.V. | Triglyceride fat crystallization |
US5885594A (en) * | 1997-03-27 | 1999-03-23 | The Procter & Gamble Company | Oral compositions having enhanced mouth-feel |
US6126960A (en) * | 1997-03-27 | 2000-10-03 | The Procter & Gamble Company | Oral compositions having enhanced mouthfeel |
US6517883B1 (en) * | 1997-07-07 | 2003-02-11 | Scotia Holdings Plc | Satiety product |
US6465401B1 (en) | 1999-01-19 | 2002-10-15 | Cargill Incorporated | Oils with heterogenous chain lengths |
US20050176597A1 (en) * | 1999-01-19 | 2005-08-11 | Cargill Incorporated, A Minnesota Corporation | Oils with heterogenous chain lengths |
US6278006B1 (en) | 1999-01-19 | 2001-08-21 | Cargill, Incorporated | Transesterified oils |
US20030176300A1 (en) * | 1999-01-19 | 2003-09-18 | Cargill Incorporated, A Delaware Corporation | Oils with heterogenous chain lengths |
US7514394B2 (en) | 1999-01-19 | 2009-04-07 | Cargill, Incorporated | Oils with heterogenous chain lengths |
US6943262B2 (en) | 1999-01-19 | 2005-09-13 | Cargill, Incorporated | Oils with heterogenous chain lengths |
US6361817B1 (en) | 1999-12-17 | 2002-03-26 | Bestfoods | Low calorie nut butters |
US8529924B2 (en) | 2000-03-06 | 2013-09-10 | Elevance Renewable Sciences, Inc. | Triacyglycerol-based alternative to paraffin wax |
US8202329B2 (en) | 2000-03-06 | 2012-06-19 | Elevance Renewable Sciences, Inc. | Triacylglycerol-based alternative to paraffin wax |
US6551640B1 (en) * | 2000-08-15 | 2003-04-22 | General Mills, Inc. | Dough especially for baked goods and method for making |
US6592925B2 (en) | 2000-08-15 | 2003-07-15 | General Mills, Inc. | Dough especially for baked goods and method for making |
US8070833B2 (en) | 2001-05-11 | 2011-12-06 | Elevance Renewable Sciences, Inc. | Triacyglycerol based candle wax |
US6900709B2 (en) | 2001-06-25 | 2005-05-31 | Murata Manufacturing Co., Ltd. | Surface acoustic wave device |
US7128766B2 (en) | 2001-09-25 | 2006-10-31 | Cargill, Incorporated | Triacylglycerol based wax compositions |
US8021443B2 (en) | 2001-09-25 | 2011-09-20 | Elevance Renewable Sciences, Inc. | Triacylglycerol based wax composition |
US20030057599A1 (en) * | 2001-09-25 | 2003-03-27 | Murphy Timothy A. | Triacylglycerol based wax compositions |
US20040086621A1 (en) * | 2002-11-06 | 2004-05-06 | Kraft Foods Holdings, Inc. | Reduced calorie fat |
US20050165101A1 (en) * | 2002-12-18 | 2005-07-28 | Neena Gandhi | Antioxidant triacylglycerols and lipid compositions |
US7041840B2 (en) | 2002-12-18 | 2006-05-09 | Alberta Research Council Inc. | Antioxidant triacylglycerols and lipid compositions |
US20040122093A1 (en) * | 2002-12-18 | 2004-06-24 | Neena Gandhi | Antioxidant triacylglycerols and lipid compositions |
US7417071B2 (en) * | 2002-12-18 | 2008-08-26 | Alberta Research Council Inc. | Antioxidant triacylglycerols and lipid compositions |
WO2004057982A1 (en) * | 2002-12-27 | 2004-07-15 | Ltp Lipid Technologies Provider Ab | Food composition comprising a satiety enhancing amount of triacylglycerol and use in the manufacture of a medicament for the treatment or prevention of obesity |
US20060286265A1 (en) * | 2002-12-27 | 2006-12-21 | Bengt Herslof | Food composition comprising a satiety enhancing amount of triacylglycerol and use in the manufature of a medicament for the treatment or prevention of obesity |
US7318374B2 (en) | 2003-01-21 | 2008-01-15 | Victor Guerrero | Wire cloth coffee filtering systems |
US7192457B2 (en) | 2003-05-08 | 2007-03-20 | Cargill, Incorporated | Wax and wax-based products |
US7833294B2 (en) | 2003-05-08 | 2010-11-16 | Elevance Renewable Sciences, Inc. | Wax and wax-based products |
US8157873B2 (en) | 2003-05-08 | 2012-04-17 | Elevance Renewable Sciences, Inc. | Wax and wax-based products |
US20040221503A1 (en) * | 2003-05-08 | 2004-11-11 | Cargill, Incorporated | Wax and wax-based products |
US20060272200A1 (en) * | 2003-05-08 | 2006-12-07 | Cargill, Incorporated | Wax and wax-based products |
US8685118B2 (en) | 2005-01-10 | 2014-04-01 | Elevance Renewable Sciences, Inc. | Candle and candle wax containing metathesis and metathesis-like products |
US8911515B2 (en) | 2005-01-10 | 2014-12-16 | Elevance Renewable Sciences, Inc. | Candle and candle wax containing metathesis and metathesis-like products |
US20100034940A1 (en) * | 2005-10-17 | 2010-02-11 | Bunge Oils, Inc. | Protein-containing food product and coating for a food product and method of making same |
US20090162520A1 (en) * | 2005-10-17 | 2009-06-25 | Bunge Oils, Inc. | Protein-Containing Food Product and Coating for a Food Product and Method of Making Same |
US20070087085A1 (en) * | 2005-10-17 | 2007-04-19 | Bunge Oils, Inc. | Protein-containing food product and coating for a food product and method of making same |
US20080113067A1 (en) * | 2005-10-17 | 2008-05-15 | Monoj Sarma | Protein-Containing Food Product and Coating for a Food Product and Method of Making Same |
US8344052B2 (en) | 2006-07-12 | 2013-01-01 | Elevance Renewable Sciences, Inc. | Hot melt adhesive compositions comprising metathesized unsaturated polyol ester wax |
US8603197B2 (en) | 2007-02-16 | 2013-12-10 | Elevance Renewable Sciences, Inc. | Wax compositions and methods of preparing wax compositions |
US8940090B2 (en) | 2007-02-16 | 2015-01-27 | Elevance Renewable Sciences, Inc. | Wax compositions and methods of preparing wax compositions |
US8551194B2 (en) | 2007-05-30 | 2013-10-08 | Elevance Renewable Sciences, Inc. | Prilled waxes comprising small particles and smooth-sided compression candles made therefrom |
US8652221B2 (en) | 2007-06-15 | 2014-02-18 | Elevance Renewable Sciences, Inc. | Hybrid wax compositions for use in compression molded wax articles such as candles |
US20090123634A1 (en) * | 2007-11-08 | 2009-05-14 | Lawrence Paul Klemann | Structured Lipid Compositions And Methods Of Formulation Thereof |
US7879384B2 (en) | 2007-11-08 | 2011-02-01 | Kraft Foods Global Brands Llc | Structured glycerol esters useful as edible moisture barriers |
US20090123632A1 (en) * | 2007-11-08 | 2009-05-14 | Klemann Lawrence P | Structured Glycerol Esters Useful As Edible Moisture Barriers |
US20090123635A1 (en) * | 2007-11-08 | 2009-05-14 | Lawrence Paul Klemann | Structured Lipid Compositions |
US8206772B2 (en) | 2007-11-08 | 2012-06-26 | Kraft Foods Global Brands Llc | Structured lipid compositions and methods of formulation thereof |
US8911813B2 (en) | 2007-11-08 | 2014-12-16 | Intercontinental Great Brands Llc | Structured lipid compositions |
US8486478B2 (en) | 2007-11-08 | 2013-07-16 | International Great Brands LLC | Structured lipid compositions |
WO2009064436A1 (en) * | 2007-11-13 | 2009-05-22 | Bunge Oils, Inc. | Protein-containing food product and coating for a food product and method of making same |
US20100015280A1 (en) * | 2008-07-21 | 2010-01-21 | Lawrence Paul Klemann | Functional No-Trans Oils With Modulated Omega-6 To Omega-3 Ratio |
WO2010063031A2 (en) | 2008-11-28 | 2010-06-03 | Solazyme, Inc. | Manufacturing of tailored oils in recombinant heterotrophic microorganisms |
WO2010063032A2 (en) | 2008-11-28 | 2010-06-03 | Solazyme, Inc. | Production of tailored oils in heterotrophic microorganisms |
EP3517622A1 (en) | 2008-11-28 | 2019-07-31 | Corbion Biotech, Inc. | Production of tailored oils in heterotrophic microorganisms |
EP3098321A2 (en) | 2008-11-28 | 2016-11-30 | TerraVia Holdings, Inc. | Production of tailored oils in heterotrophic microorganisms |
US20110217426A1 (en) * | 2010-03-04 | 2011-09-08 | Perry Stephen C | Enteric coating composition |
US8876919B2 (en) | 2010-03-10 | 2014-11-04 | Elevance Renewable Sciences, Inc. | Lipid-based wax compositions substantially free of fat bloom and methods of making |
US8500826B2 (en) | 2010-03-10 | 2013-08-06 | Elevance Renewable Sciences, Inc. | Lipid-based wax compositions substantially free of fat bloom and methods of making |
US8641814B2 (en) | 2010-05-12 | 2014-02-04 | Elevance Renewable Sciences, Inc. | Natural oil based marking compositions and their methods of making |
WO2011150411A1 (en) | 2010-05-28 | 2011-12-01 | Solazyme, Inc. | Food compositions comprising tailored oils |
WO2011150410A2 (en) | 2010-05-28 | 2011-12-01 | Solazyme, Inc. | Tailored oils produced from recombinant heterotrophic microorganisms |
US9867771B2 (en) | 2010-07-09 | 2018-01-16 | Elevance Renewable Sciences, Inc. | Waxes derived from metathesized natural oils and amines and methods of making |
US9249360B2 (en) | 2010-07-09 | 2016-02-02 | Elevance Renewable Sciences, Inc. | Compositions derived from metathesized natural oils and amines and methods of making |
CN101965891A (en) * | 2010-10-26 | 2011-02-09 | 华南理工大学 | Low-energy health chocolate and industrial production method thereof |
US10179888B2 (en) | 2010-11-23 | 2019-01-15 | Cargill, Incorporated | Lipid-based wax compositions substantially free of fat bloom and methods of making |
US9458411B2 (en) | 2010-11-23 | 2016-10-04 | Cargill, Incorporated | Lipid-based wax compositions substantially free of fat bloom and methods of making |
WO2012106560A1 (en) | 2011-02-02 | 2012-08-09 | Solazyme, Inc. | Tailored oils produced from recombinant oleaginous microorganisms |
EP3643774A1 (en) | 2011-02-02 | 2020-04-29 | Corbion Biotech, Inc. | Tailored oils produced from recombinant oleaginous microorganisms |
US9139801B2 (en) | 2011-07-10 | 2015-09-22 | Elevance Renewable Sciences, Inc. | Metallic soap compositions for various applications |
US9011958B2 (en) | 2012-01-06 | 2015-04-21 | Perlman Consulting, Llc | Stabilization of omega-3 fatty acids in saturated fat microparticles having low linoleic acid content |
US8551551B2 (en) | 2012-01-06 | 2013-10-08 | Perlman Consulting, Llc | Stabilization of omega-3 fatty acids in saturated fat microparticles having low linoleic acid content |
EP3550025A1 (en) | 2012-04-18 | 2019-10-09 | Corbion Biotech, Inc. | Tailored oils |
WO2013158938A1 (en) | 2012-04-18 | 2013-10-24 | Solazyme, Inc. | Tailored oils |
WO2014120829A1 (en) | 2013-01-29 | 2014-08-07 | Solazyme, Inc. | Variant thioesterases and methods of use |
US9567615B2 (en) | 2013-01-29 | 2017-02-14 | Terravia Holdings, Inc. | Variant thioesterases and methods of use |
US9816079B2 (en) | 2013-01-29 | 2017-11-14 | Terravia Holdings, Inc. | Variant thioesterases and methods of use |
US9290749B2 (en) | 2013-03-15 | 2016-03-22 | Solazyme, Inc. | Thioesterases and cells for production of tailored oils |
US10557114B2 (en) | 2013-03-15 | 2020-02-11 | Corbion Biotech, Inc. | Thioesterases and cells for production of tailored oils |
US9783836B2 (en) | 2013-03-15 | 2017-10-10 | Terravia Holdings, Inc. | Thioesterases and cells for production of tailored oils |
WO2014176515A2 (en) | 2013-04-26 | 2014-10-30 | Solazyme, Inc. | Low polyunsaturated fatty acid oils and uses thereof |
WO2015051319A2 (en) | 2013-10-04 | 2015-04-09 | Solazyme, Inc. | Tailored oils |
WO2015193693A1 (en) * | 2014-06-19 | 2015-12-23 | Team Foods Colombia S.A. | Trans free and low saturated fat cocoa butter alternative |
US10918115B2 (en) | 2014-06-19 | 2021-02-16 | Team Foods Colombia S.A. | Trans free and low saturated fat cocoa butter alternative |
US10246728B2 (en) | 2014-07-24 | 2019-04-02 | Corbion Biotech, Inc. | Variant thioesterases and methods of use |
US9765368B2 (en) | 2014-07-24 | 2017-09-19 | Terravia Holdings, Inc. | Variant thioesterases and methods of use |
US10760106B2 (en) | 2014-07-24 | 2020-09-01 | Corbion Biotech, Inc. | Variant thioesterases and methods of use |
US10570428B2 (en) | 2014-07-24 | 2020-02-25 | Corbion Biotech, Inc. | Variant thioesterases and methods of use |
US10125382B2 (en) | 2014-09-18 | 2018-11-13 | Corbion Biotech, Inc. | Acyl-ACP thioesterases and mutants thereof |
WO2016164495A1 (en) | 2015-04-06 | 2016-10-13 | Solazyme, Inc. | Oleaginous microalgae having an lpaat ablation |
US20190373917A1 (en) * | 2018-06-07 | 2019-12-12 | Société des Produits Nestlé S.A. | Methods and compositions for increasing ketone bodies in animals |
CN113853122A (en) * | 2019-05-21 | 2021-12-28 | 雀巢产品有限公司 | Dietary butyrate and uses thereof |
Also Published As
Publication number | Publication date |
---|---|
US5552174A (en) | 1996-09-03 |
US5565232A (en) | 1996-10-15 |
US5378490A (en) | 1995-01-03 |
US5456939A (en) | 1995-10-10 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US5258197A (en) | Reduced calorie triglyceride mixtures | |
US5662953A (en) | Reduced calorie triglyceride mixtures | |
EP0560944B1 (en) | Reduced calorie triglyceride mixtures | |
US5411756A (en) | Reduced calorie triglyceride mixtures | |
US5380544A (en) | Production of fat mixtures enriched with triglycerides bearing short, medium and long residues | |
US5407695A (en) | Low-palmitic, reduced-trans margarines and shortenings | |
US5589217A (en) | Reduced calorie fat component | |
EP0652714A1 (en) | Process for preparing soft centers in food products | |
WO1994008464A1 (en) | Quick-setting sandwich biscuit cream fillings | |
AU771450B2 (en) | Reduced calorie plastic fat composition | |
EP0724389B1 (en) | Low-palmitic, reduced-trans margarines and shortenings | |
US5959131A (en) | Nutritionally superior fat for food compositions | |
US5068119A (en) | Acid-hydrolyzable ester derivatives as low calorie fat mimetics | |
US5219605A (en) | Siloxy ester derivatives as low calorie fat mimetics |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AS | Assignment |
Owner name: NABISCO BRANDS, INC. A CORP. OF DELAWARE, NEW J Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNORS:WHEELER, EDWARD L.;D'AMELIA, RONALD P.;LEVEILLE, GILBERT A.;AND OTHERS;REEL/FRAME:006002/0234;SIGNING DATES FROM 19911218 TO 19920127 |
|
AS | Assignment |
Owner name: NABISCO, INC., NEW JERSEY Free format text: ASSIGNMENT OF ASSIGNORS INTEREST.;ASSIGNOR:NABISCO BRANDS, INC., A CORP. OF DE;REEL/FRAME:006066/0625 Effective date: 19920325 |
|
STCF | Information on status: patent grant |
Free format text: PATENTED CASE |
|
CC | Certificate of correction | ||
AS | Assignment |
Owner name: NABISCO, INC., NEW JERSEY Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:WHEELER, E. L.;D'AMELIA, R.P.;LEVEILLE, G.A.;AND OTHERS;REEL/FRAME:007528/0930;SIGNING DATES FROM 19920114 TO 19920127 |
|
FEPP | Fee payment procedure |
Free format text: PAYOR NUMBER ASSIGNED (ORIGINAL EVENT CODE: ASPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY Free format text: PAYER NUMBER DE-ASSIGNED (ORIGINAL EVENT CODE: RMPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY |
|
FEPP | Fee payment procedure |
Free format text: PAYOR NUMBER ASSIGNED (ORIGINAL EVENT CODE: ASPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY |
|
AS | Assignment |
Owner name: NABISCO TECHNOLOGY COMPANY, DELAWARE Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:NABISCO, INC.;REEL/FRAME:008579/0766 Effective date: 19970101 |
|
FPAY | Fee payment |
Year of fee payment: 4 |
|
SULP | Surcharge for late payment | ||
FEPP | Fee payment procedure |
Free format text: PAYOR NUMBER ASSIGNED (ORIGINAL EVENT CODE: ASPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY Free format text: PAYER NUMBER DE-ASSIGNED (ORIGINAL EVENT CODE: RMPN); ENTITY STATUS OF PATENT OWNER: LARGE ENTITY |
|
FPAY | Fee payment |
Year of fee payment: 8 |
|
AS | Assignment |
Owner name: DANISCO USA INC., NEW YORK Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNOR:KRAFT FOOD HOLDINGS, INC.;REEL/FRAME:015190/0693 Effective date: 20040810 |
|
FPAY | Fee payment |
Year of fee payment: 12 |